반응 #44757

반응 방정식

pentafluoroiodoethane

4-ethenylbenzenemethanol acetate

tributyltin hydride

→

4-(3,3,4,4,4-pentafluorobutyl)benzenemethanol acetate

수율 31.3%

용매

Toluene

반응 조건

후처리

1. 1
   기타At −78° C.
2. 2
   기타condensed into a pressure bottle
3. 3
   기타The pressure bottle was sealed
4. 4
   기타irradiated for 30 hours
5. 5
   기타The solvent was removed in vacuo

실험 절차

At −78° C., pentafluoroiodoethane (2.09 g, 8.51 mmol)) was condensed into a pressure bottle. Toluene (5 mL), 4-ethenylbenzenemethanol acetate (1 g, 5.67 mmol), and tributyltin hydride (1.53 mL, 5.67 mmol) were added. The pressure bottle was sealed and irradiated for 30 hours using a 75 W lamp. The solvent was removed in vacuo. Flash chromatography of the residue gave 525 mg of 4-(3,3,4,4,4-pentafluorobutyl)benzenemethanol acetate; 1H NMR (300 MHz, CDCl3) δ 7.32 (d, 2H), 7.21 (d, 2H), 5.09 (s, 2H), 2.91 (m, 2H), 2.32 (m, 2H), 2.10 (s, 3H) ppm.

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